(2S)-2-azaniumylpropanoate

Details

• Internal ID: eb34522e-38da-4bb5-a38b-539efc34b26f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alanine and derivatives
• IUPAC Name: (2S)-2-azaniumylpropanoate
• SMILES (Canonical): CC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
• InChI Key: QNAYBMKLOCPYGJ-REOHCLBHSA-N
• Popularity: 24,848 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 89.09 g/mol
• Exact Mass: 89.047678466 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 18875-37-1
• [3H]alanine
• [14C]alanine
• [3H]-alanine
• [14C]-alanine
• L-alanine zwitterion
• 3ip5
• (2S)-2-ammoniopropanoate
• D09ADQ
• D0X1RG
• CHEBI:57972
• 3f48

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4898	48.98%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9607	96.07%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9435	94.35%
P-glycoprotein inhibitior	-	0.9906	99.06%
P-glycoprotein substrate	-	0.9845	98.45%
CYP3A4 substrate	-	0.7803	78.03%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.9803	98.03%
CYP2C9 inhibition	-	0.9682	96.82%
CYP2C19 inhibition	-	0.9664	96.64%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.8944	89.44%
CYP2C8 inhibition	-	0.9978	99.78%
CYP inhibitory promiscuity	-	0.9798	97.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5374	53.74%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	+	0.8697	86.97%
Eye irritation	+	0.6882	68.82%
Skin irritation	+	0.7484	74.84%
Skin corrosion	+	0.8579	85.79%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8751	87.51%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.9845	98.45%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.7831	78.31%
Estrogen receptor binding	-	0.9583	95.83%
Androgen receptor binding	-	0.9477	94.77%
Thyroid receptor binding	-	0.8888	88.88%
Glucocorticoid receptor binding	-	0.9186	91.86%
Aromatase binding	-	0.8980	89.80%
PPAR gamma	-	0.8884	88.84%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.8272	82.72%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	2511.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.09%	83.82%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.80%	100.00%

Plants that contains it

• Allium sativum
• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Arabidopsis thaliana
• Brassica juncea
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Cistanche deserticola
• Cornus officinalis
• Ginkgo biloba
• Mentha canadensis
• Pinellia ternata
• Pogostemon cablin
• Portulaca oleracea
• Sinapis alba
• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum
• Tussilago farfara

Cross-Links

• PubChem: 7311724
• NPASS: NPC272614
• ChEMBL: CHEMBL279597